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(S)-3-Hydroxy-gamma-butyrolactone

CAS No.
7331-52-4
Chemical Name:
(S)-3-Hydroxy-gamma-butyrolactone
Synonyms
(S)-4-Hydroxydihydrofuran-2(3H)-one;(s)-(-)-á-hydroxy-;-4-Hydroxydihydrofuran-2(3H);(S)-3-Hydroxy-γ-butyrolactone;(S)-(-)-3-HYDROXYBUTYROLACTONE;(S)-(-)-3-HYDROXY-GAMMA-BUTYROLACTONE;2(3H)-FURANONE, DIHYDRO-4-HYDROXY-, (S);2(3H)-FURANONE, DIHYDRO-3-HYDROXY-, (S);(S)-3-Hydroxy-gamma-;Levetiracetam Impurity 65
CBNumber:
CB6360496
Molecular Formula:
C4H6O3
Molecular Weight:
102.09
MDL Number:
MFCD00211247
MOL File:
7331-52-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 06:14:29

(S)-3-Hydroxy-gamma-butyrolactone Properties

Boiling point 98-100 °C0.3 mm Hg(lit.)
Density 1.241 g/mL at 25 °C(lit.)
refractive index n20/D 1.464(lit.)
Flash point >230 °F
storage temp. Inert atmosphere,2-8°C
pka 12.87±0.20(Predicted)
Appearance Brown to reddish brown Liquid
optical activity [α]21/D 81°, c = 2 in ethanol
Water Solubility Miscible with water, alcohol and other organic solvent. Immiscible with light petroleum.
BRN 1280864
InChI InChI=1S/C4H6O3/c5-3-1-4(6)7-2-3/h3,5H,1-2H2/t3-/m0/s1
InChIKey FUDDLSHBRSNCBV-VKHMYHEASA-N
SMILES O1C[C@@H](O)CC1=O
CAS DataBase Reference 7331-52-4(CAS DataBase Reference)
FDA UNII 2LIE7314JH
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
3-10
HS Code  29322090
Storage Class 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
REACH Registrations Inactive
NFPA 704
0
2 0

(S)-3-Hydroxy-gamma-butyrolactone price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 422797 (S)-β-Hydroxy-γ-butyrolactone 96% 7331-52-4 1g $75.4 2026-04-30 Buy
TCI Chemical H0939 (S)-3-Hydroxy-gamma-butyrolactone >95.0%(GC) 7331-52-4 1g $53 2021-12-16 Buy
TCI Chemical H0939 (S)-3-Hydroxy-gamma-butyrolactone >95.0%(GC) 7331-52-4 5g $149 2021-12-16 Buy
Biosynth FH60203 (S)-3-Hydroxy-gamma-butyrolactone 7331-52-4 5g $192.2 2026-06-04 Buy
Biosynth FH60203 (S)-3-Hydroxy-gamma-butyrolactone 7331-52-4 10g $346 2026-06-04 Buy
Product number Packaging Price Buy
422797 1g $75.4 Buy
H0939 1g $53 Buy
H0939 5g $149 Buy
FH60203 5g $192.2 Buy
FH60203 10g $346 Buy

(S)-3-Hydroxy-gamma-butyrolactone Chemical Properties, Uses, Production

Description

(S)-3-Hydroxy-gamma-butyrolactone is an important intermediate in organic synthesis and an important chiral pool. It is mainly used in the synthesis of some natural products and some bioactive chiral drugs or antibiotic chiral drugs. For example, it is a key intermediate in synthesis of nerve regulator (R)-GABOB and brain metabolic accelerant S-oxiracetam (S-ORC). It can be deoxidized to (S)-(+)-3-Hydroxytetrahydrofuran which is an important intermediate of anti-AIDS drugs. It is also used in the synthesis of S(-)-3-hydroxy-4-bromobutyric acid which is a potential stabilizer.

Chemical Properties

Colorless to light yellow liquid.

Uses

(S)-3-Hydroxy-γ-butyrolactone can be used as an anticancer drug resistance inhibitor.

Application

(S)-3-Hydroxy-gamma-butyrolactone is an important synthetic intermediate for a variety of chiral compounds. It is a key intermediate for preparing neuromediator (R)-GABOB, l-carnitine, and HMG-CoA reductase inhibitor, CI-981. (S)-3-Hydroxy-gamma-butyrolactone has been reported as a satiety and potentiating agent to neuroleptic drugs. It is widely used in the pharmaceutical industry as a chiral building block for the statin class of cholesterol-reducing drugs such as Crestor and Lipitor, as well as the antibiotic Zyvox and the antihyperlipidemic medication Zetia. Other pharmaceuticals derived from 3HBL include HIV inhibitors and the nutritional supplement L-carnitine. 3HBL can readily be transformed into a variety of three-carbon building blocks and has been listed as one of the top value-added chemicals from biomass by the US Department of Energy[1-2].

Synthesis

Optically pure (S)-3-hydroxy-gamma-butyrolactone, a crucial chiral building block in the pharmaceutical industry, was synthesized from L: -malic acid by combining selective hydrogenation and lipase-catalyzed hydrolysis. Lipase from Candida rugosa was found to be the most efficient enzyme for the hydrolysis of (S)-beta-benzoyloxy-gamma-butyrolactone[1].

Precautions

For best results, Store in cool, dry place in tightly closed containers, under inert gas and protected from moisture as this substance is moisture sensitive. (S)-3-Hydroxy-gamma-butyrolactone is incompatible with oxidizing agents. This chemical causes skin irritation and serious eye irritation.

References

[1] Pradeep Kumar. “A simple and practical approach to enantiomerically pure (S)-3-hydroxy-γ-butyrolactone: synthesis of (R)-4-cyano-3-hydroxybutyric acid ethyl ester.” Tetrahedron, asymmetry 16 16 (2005): Pages 2717-2721.
[2] Sang-Hyun Lee, Hong-Sun Uh, Oh-Jin Park. “A chemoenzymatic approach to the synthesis of enantiomerically pure (S)-3-hydroxy-γ-butyrolactone.” Applied Microbiology and Biotechnology 79 3 (2008): 355–362.

(S)-3-Hydroxy-gamma-butyrolactone Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 365)
Supplier Tel Email Country ProdList Advantage
Shanghai YuLue Chemical Co., Ltd. 021-60345187 13671753212 lzz841106@aliyun.com China 10244 55
Nanjing Jianao Pharmaceutical Technology Co., Ltd. 18915922978 497743262@qq.com China 1000 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64
Shanghai Longsheng chemical Co.,Ltd. 58099637 13585536065 sales@shlschem.com China 9880 59

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View Latest Price from (S)-3-Hydroxy-gamma-butyrolactone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-3-Hydroxy-γ-butyrolactone pictures 2026-09-17 (S)-3-Hydroxy-γ-butyrolactone
7331-52-4
$1.00 1kg 99% 10 tons RongNa Biotechnology Co.,Ltd
(S)-3-Hydroxy-gamma-butyrolactone pictures 2026-09-14 (S)-3-Hydroxy-gamma-butyrolactone
7331-52-4
2Kg/Bag 99% up, High Density 20 tons Sinoway Industrial co., ltd.
(S)-3-Hydroxy-gamma-butyrolactone pictures 2026-08-26 (S)-3-Hydroxy-gamma-butyrolactone
7331-52-4
1kg 99% 99999 Rongchuang International
2(3H)-FURANONE, DIHYDRO-3-HYDROXY-, (S) 2(3H)-FURANONE, DIHYDRO-4-HYDROXY-, (S) (S)-4-HYDROXYTETRAHYDROFURAN-2-ONE (S)-4,5-DIHYDRO-4-HYDROXY-2(3H)-FURANONE (S)-(-)-3-HYDROXYBUTYROLACTONE (S)-3-HYDROXYBUTYROLACTONE (S)-(-)-3-HYDROXY-GAMA-BUTYROLACTONE (S)-(-)-3-HYDROXY-GAMMA-BUTYROLACTONE (S)-3-HYDROXY-GAMMA-BUTYROLACTONE (S)-(-)-BETA-HYDROXY-GAMMA-BUTYROLACTONE (S)-BETA-HYDROXY-GAMMA-BUTYROLACTONE (s)-(-)-á-hydroxy- (S)-(-)-BETA-HYDROXY-GAMMA-BUTYROLACTONE , EE 99% (S)-(-)-SS-HYDROXY-GAMMA-BUTYROLACTONE: 94% (S)-(-)--HYDROXY-G-BUTYROLACTONE 4(S)-Hydroxytetrahydrofuran-2-ONE (S)-(-)-b-Hydroxy-g-butyrolactone (S)-DIHYDRO-4-HYDROXY-2(3H)-FURANONE (S)-(-)-~-Hydroxy-gamma-butyrolactone, 97%, ee 99% (S)-(-)-^b-Hydroxy-^y-butyrolactone, 97%, ee 99% (S)-(-)-β-Hydroxy-γ-butyrolactone, 97%, ee 99% (S)-(-)-^b-Hydroxy-^y-butyrolactone, 94% S-(-)-3-Hydroxy-gammalactone (S)-3-Hydroxy-γ-butyrolactone ,98% (S)-3-Hydroxy-gamma- 2(3H)-Furanone,dihydro-4-hydroxy-, (4S)- (S)-beta-Hydroxy-gamma-butyrolactone 96% (S)-(-)-3-Hydroxy-g-butyrolactone -4-Hydroxydihydrofuran-2(3H) (S)-3-Hydroxy-gamma-butyrolactone,97% (S)-(-)-beta-Hydroxy-gamma-butyrolactone, 97%, ee 99% (S)-3-Hydroxy-γ-butyrolactone> (4S)-4-Hydroxytetrahydrofuran-2-one (S)-β-Hydroxy-γ-butyrolactone S)-3-Hydroxy-gamma-butyrolactttone Tetramethylene Glycol powder (S)-3-Hydroxyl group-gamma-Butyl lactone (S)-3-Hydroxy-gamma-butyrolactone 7331-52-4 Levetiracetam Impurity 65 (S)-3-Hydroxy-gamma-butyroctone Phenyl Acetate Impurity 61 (S)-β-Hydroxy-γ-butyrolactone (s)-β-hydroxy-γ-butyrolactone (S)-β-Hydroxy-γ-butyrolactone (S)-β-Hydroxy-γ-butyrolactone, CAS 7331-52-4 (S)-4-Hydroxydihydrofuran-2(3H)-one (S)-3-Hydroxy-γ-butyrolactone 7331-52-4 73311-52-4 Asymmetric Synthesis Chiral Building Blocks Simple Alcohols (Chiral) Lactones Organic Building Blocks Chiral Building Blocks Simple Alcohols (Chiral) Synthetic Organic Chemistry Tetrahydrofuran Series